(2S,5S,8S,11S,14S)-14,17-diamino-11-(4-aminobutyl)-8-benzyl-2-(3-guanidinopropyl)-5-(hydroxymethyl)-4,7,10,13,17-pentaoxo-3,6,9,12-tetraazaheptadecan-1-oic acid

ID: ALA3633449

Chembl Id: CHEMBL3633449

PubChem CID: 122195272

Max Phase: Preclinical

Molecular Formula: C29H48N10O8

Molecular Weight: 664.76

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CCC(N)=O)C(=O)O

Standard InChI:  InChI=1S/C29H48N10O8/c30-13-5-4-9-19(36-24(42)18(31)11-12-23(32)41)25(43)38-21(15-17-7-2-1-3-8-17)26(44)39-22(16-40)27(45)37-20(28(46)47)10-6-14-35-29(33)34/h1-3,7-8,18-22,40H,4-6,9-16,30-31H2,(H2,32,41)(H,36,42)(H,37,45)(H,38,43)(H,39,44)(H,46,47)(H4,33,34,35)/t18-,19-,20-,21-,22-/m0/s1

Standard InChI Key:  IJNARJVZENBVGC-YFNVTMOMSA-N

Alternative Forms

1. Parent:

   

   ALA3633449

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 664.76

Molecular Weight (Monoisotopic): 664.3657

AlogP: -3.77

#Rotatable Bonds: 23

Polar Surface Area: 330.96

Molecular Species: ZWITTERION

HBA: 10

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.86

CX Basic pKa: 11.60

CX LogP: -6.11

CX LogD: -9.20

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.03

Np Likeness Score: 0.37

References

1. Rosa M, Marcelo F, Calle LP, Rougeot C, Jiménez-Barbero J, Arsequell G, Valencia G..  (2015)  Influence of polar side chains modifications on the dual enkephalinase inhibitory activity and conformation of human opiorphin, a pain perception related peptide.,  25  (22): [PMID:26463133] [10.1016/j.bmcl.2015.09.071]

Source

Source(1):

• Scientific Literature